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82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12178239
82 Chestnut Park Road Toronto M4W 2R3 
$13,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12178239
- Bedrooms:
- 5
- Bathrooms:
- 6
Endless Summer in a Poolside Paradise with 7-Star Resort-Style Luxury! Experience the ultimate retreat in the highly sought-after Rosedale neighborhood, west of Mt. Pleasant. This expansive 85-foot-wide tableland property sits atop the exclusive Chestnut Park ravine, overlooking serene parkland below. A true garden oasis, the stunning oversized pool is virtually irreplaceable in this area, creating an idyllic opportunity for a captivating & private escape. Spanning nearly 8,000 square feet, this elegant Georgian residence is in a picture-perfect position on this magically lamp-lit street just 2 blocks from Yonge. The home features stunning multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover serene, curated interiors & an exceptionally sumptuous primary suite with his & her separate dressing rooms. This trophy property blends timeless grace, alluring charm, & unparalleled privacy with the convenience of everyday luxury in a prized neighborhood. Additional highlights include an ELEVATOR, generator, garage with lift, & ensuite bathrooms in all bedrooms. Set beneath a lush, treed canopy, you are just steps from the subway, top private & public schools, premier shopping, area parks, tennis, skating & hiking & biking trails extending to the lake. Plus, Yorkville & the city center are only a 10-minute drive away. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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10 Shorncliffe Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12502300
10 Shorncliffe Avenue Toronto M4V 1T1
$12,900,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12502300
- Bedrooms:
- 6
- Bathrooms:
- 7
This remarkable residence stands apart among Forest Hill's most architecturally sophisticated homes. Designed & lived in by the current owners for their young family, its adaptable 8,345' layout easily accommodates executive lifestyles-from entertaining with ease to family-focused living where the stunning Kit can seamlessly open to the adjoining DR & Fam areas, & the lower media room/play room may be a children's play room or creative studio. Balancing warmth with precision, the interiors evoke serene modernism through tactile finishes & finely measured detail. Pale oak, bronze fixtures, honed limestone, & softly textured surfaces create a natural palette that diffuses light with quiet luxury. Expansive windows frame curated garden views, merging the exquisite interiors with the lush landscape. Featured in design publications, the home, built by Whitehall Homes, embodies elevated craftsmanship, soaring 11' clgs, Venetian plaster, de Gournay, molded & panelled walls, & a circular DR complemented by an elegant cherrywood study. Two offices on the main & a 14' high Library offer exceptional versatility for modern professionals. Thoughtful updates include gallery-grade lighting ('21), a Bloomsbury kitchen with servery & adjoining mudroom ('18/19), refinished rift-sawn oak herringbone floors ('18), & exquisite terraces & gardens by Janet Rosenberg ('17/18). Exemplary appointments include 2 1/4" thick veneered & hand-waxed crotch mahogany doors with custom Nanz hardware, a 31' grand hall anchored by a dramatic 3-floor split staircase, Scalamandré silk-upholstered walls in the Fam Rm, & a sumptuous PR suite featuring a vaulted Atrium Sitting area, dual ensuites with sep dressing zones, & handwoven silk broadloom. A light-filled 28' Hall Sitting area overlooks the grounds & striking Library. The lower provides a 5th & 6th BDRM, a fabulous Media/Play Rm, wine storage, a fitness or yoga studio, lots of storage & Lau. Radiant-heated floors in principal rooms. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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170 Roxborough Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12821880
170 Roxborough Drive Toronto M4W 1X8
$12,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12821880
- Bedrooms:
- 6
- Bathrooms:
- 9
Nestled in one of Toronto's most coveted neighbourhoods, 170 Roxborough Drive stands as a testament to timeless elegance and architectural brilliance. This landmark heritage house in North Rosedale offers an unparalleled blend of history, luxury, and modern living, seamlessly woven together to create a residence that is both sophisticated and welcoming. With its impressive stone walls and meticulously designed interiors by Robert Noakes, this home is a true gem in the heart of the city, offering the utmost privacy and exclusivity. Located just moments away from Chorley Park and the vibrant Summerhill Market this home enjoys the perfect balance of quiet residential living. The expansive property boasts 120 feet of frontage, surrounded by mature trees and landscaping, ensuring complete privacy while remaining close to the pulse of the city. The substantial stonework of this landmark house reflects the craftsmanship and care that has gone into preserving its historic charm, while modern updates ensure that the home is not only beautiful but also highly functional for contemporary living. The main floor of this remarkable home offers an array of grand principal rooms that are perfect for both intimate gatherings and large-scale entertaining. With 5 generously sized bedrooms, each complemented with its own ensuite bathroom ensuring privacy, the primary bedroom is a sanctuary with 2 full bathrooms. The third level living room is a private retreat flanked by two bedrooms. Step outside into the beautifully landscaped garden where a stunning inground pool takes centre stage. Surrounded by flagstone terraces and greenery this outdoor oasis with a built-in BBQ, is a peaceful and luxurious retreat. The focal point of the lower level is the temperature controlled wine cellar along with a media room, billiard room, and recreation room. A direct entrance from the two car garage and a walk out to the pool storage area and garden from this level are an added benefit. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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31 South Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12793900
31 South Drive Toronto M4W 1R2
$12,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12793900
- Bedrooms:
- 8
- Bathrooms:
- 7
Set on an extraordinary 300' deep ravine lot with remarkable table land in coveted South Rosedale, this distinguished residence offers timeless elegance, exceptional privacy and refined living surrounded by lush natural beauty. This home is so rare, as a recently built new home in this historically protected neighbourhood it is a true unicorn. Brilliantly designed with grand principal rooms, soaring ceilings and exquisite architectural details and huge scale this home blends classic contemporary character with modern comfort. Beyond generous expansive windows and French doors flood the home with natural light while breaking the barrier between inside and out. Your life is lived without restraint, fabricating seamless transitions to tranquil outdoor gardens, a magnificent terrace and beyond. Generous bedroom accommodations include a luxurious primary retreat with dressing area, complemented by versatile upper level spaces ideal for family living, work or guests. A fully finished lower level with walk-out provides outstanding recreation and entertaining areas along with additional living quarters, wine cellar and gym. Perfectly located, just moments to the best private and public schools, dining and shops along Rosedale high street and Yorkville, this is indeed a rare offering in Canada's best neighbourhood. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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20 Fenyrose Crescent in Vaughan: East Woodbridge House for sale : MLS®# N12478538
20 Fenyrose Crescent Vaughan L4L 7B3
$8,688,000Residential Freehold- Status:
- Active
- MLS® Num:
- N12478538
- Bedrooms:
- 4
- Bathrooms:
- 4
Discover the perfect balance of sophistication, comfort & lifestyle at 20 Fenyrose Cres, an exquisite estate home located in Vaughan's most exclusive neighbourhood: Pinewood Estates. Nestled on a quiet cul-de-sac facing a serene park just minutes from the renowned National Golf Club, this property offers unmatched elegance on 1.43 acres of beautifully landscaped grounds. With 5,000+ sq ft of total living space, this home is designed for both refined living & effortless entertaining. Step into a grand foyer filled with natural light. The elegant living room features hardwood floors, custom cabinetry & a gas fireplace, flowing seamlessly into the formal dining room with breathtaking backyard views. A chef-inspired kitchen anchors the main floor, boasting custom cabinetry, granite counters, tiled backsplash & premium appliances. A generous centre island & breakfast bar open to a cozy family room with a fireplace & walk-out to a west-facing backyard oasis. Also on the main: a private home office, powder room, laundry room, & access to the oversized 3-car garage + 6 driveway spaces. The 2nd floor features 4 spacious bedrooms & 2 full bathrooms, including a serene primary suite with a sitting area, custom walk-in closet & a luxurious 6-piece ensuite with a standalone Jacuzzi tub & glass shower. The fully finished lower level offers a large rec room with built-in cabinetry, multiple seating areas, wet bar/kitchenette with breakfast bar, an additional dining area, 2-piece bath & a home gym - perfect for entertaining or relaxing. Enjoy resort-style living in your private backyard oasis, complete with a new saltwater pool, hot tub, multiple seating areas & lush greenery - ideal for hosting or unwinding in complete privacy. With a stately brick exterior, grand portico entrance & professionally landscaped grounds, this residence epitomizes timeless luxury. A rare opportunity to own in the most prestigious pocket of Pinewood Estates, where privacy, elegance, and community meet. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12542994
46 Lowther Avenue Toronto M5R 1C6
$7,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12542994
- Bedrooms:
- 6
- Bathrooms:
- 6
Behind the classic façade of 46 Lowther Avenue lies over 6,000 sqft. of beautifully curated living space designed for modern family life in the heart of Yorkville. Every detail has been thoughtfully planned from the open-concept kitchen that anchors the home, to the spacious family room that opens onto a private, estate-like landscaped oasis. The elegant living and dining room offer sophisticated spaces for entertaining, while the home's generous proportions and timeless finishes create an atmosphere of understated luxury. The primary bedroom is a peaceful retreat with a 6-piece spa-inspired ensuite with fireplace and walk-in closet. Two additional bedrooms and a convenient laundry room complete the second floor. The third-floor loft adds flexibility with two more bedrooms, a full bathroom, and ample storage perfect for growing families or guests. The lower level is designed for both comfort and lifestyle, featuring a nanny/bedroom suite with ensuite, wine cellar, lounge, gym, sauna, and abundant storage. Outdoors, the professionally landscaped backyard invites relaxation with multiple decks and lush greenery - a true escape in the city. Situated perfectly on one of Toronto's most desired and admired tree-lined streets, steps from Yorkville's world class shopping, Michelin Starred dining, and top schools, this residence combines elegance, functionality, and the most coveted downtown address. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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3 Whitney Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12734970
3 Whitney Avenue Toronto M4W 2A7
$7,825,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12734970
- Bedrooms:
- 5
- Bathrooms:
- 5
Not up for a renovation? This is a rare opportunity to own a masterfully renovated family home in the heart of prestigious North Rosedale. Originally known as "Chimneys" for its abundance of fireplaces, this elegant residence blends timeless character with thoughtful modern design. Extensively renovated to the bricks in 2016 by JTF Homes under the guidance of designer Jay Gibson, the home's classic façade was preserved while the interiors were transformed into a sophisticated transitional-style home. Five original fireplaces were meticulously restored and upgraded to gas, harmonizing heritage charm with today's conveniences. The current owners further elevated the home in 2020 with a bold reimagining by Farrow Design Ltd. and Cornerbrook Construction Inc., adding refined touches by creating an incredible upper family room area in addition to an open concept living and dining room to suit today's living style. The home is filled with storage, with not just one but two mud rooms perfect for active family living! The sun-filled gourmet kitchen with a marble waterfall island, pantry cupboard, and appliance nook will please any chef and is open to the family room. The primary suite has French doors leading to a deck for both the south tree tops and the city skyline views. The coveted private drive leading to a 2-car garage is a definite bonus oasis the lovely landscaped gardens, stone deck with built-in stone BBQ. Full house generator to weather any storm or power outage. North Rosedale is the ideal place to raise a family with excellent schools, both private and public, nearby, as well as Chorley Park, Rosedale Park, Rosedale-Moore Park ravine system, Evergreen Brickworks, and Mooredale House community centre. Nearby Summerhill Avenue is home to many shops and services, including Summerhill Market. It is a quick commute to downtown by TTC or driving. Bloor Street Mink Mile and the shops and restaurants of Yonge and Roxborough are also close by. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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8 Balding Court in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12800532
8 Balding Court Toronto M2P 1Y7
$6,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12800532
- Bedrooms:
- 5
- Bathrooms:
- 7
* You Have Arrived! Custom Built Modern Masterpiece In Highly Coveted St. Andrews Neighbourhood * Spanning Approximately 4,700 Square Feet Plus Lower Level Of Meticulously Designed Living Space * Grand Two Storey Foyer * Impressive Principal Rooms Offer Great Flow For Entertaining And Exciting Designer Finishes * Chefs Kitchen With Adjoining Servery * Expansive Windows Cascade Light Through The Open Concept Main Floor * Four Generous Upstairs Bedrooms Plus An Open Concept Loft * Upstairs & Lower Level Laundry * Outstanding Lower Level Features Recreation Room, Wet Bar, Exercise Room, Sauna, Nanny Suite, Theatre, 2nd Laundry Room, Lots Of Storage And Radiant Heated Floors * Beautifully Landscaped Backyard, Heated Driveway * Easy Access To Shops, Groceries And Highway 401 * Top Rated Owen Junior, St. Andrews Middle, And York Mills Collegiate Public School Districts * Move In & Enjoy * More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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112 Stone Zack Lane: Blue Mountains House for sale : MLS®# X12668570
112 Stone Zack Lane Blue Mountains N0H 1J0
$6,688,000Residential Freehold- Status:
- Active
- MLS® Num:
- X12668570
- Bedrooms:
- 6
- Bathrooms:
- 7
Architecturally stunning custom home in the exclusive Camperdown community, a coveted year-round golf, ski, and outdoor playground that epitomizes four-season living in Southern Georgian Bay. Over 9,000 sq.ft. of refined living space with soaring 20-ft ceilings, exposed beams, heated polished concrete floors and dramatic floor-to-ceiling windows that flood the interior with natural light. The sunken great room with a 24-foot stone fireplace exudes warmth and comfort - a space equally suited for quiet evenings or entertaining a hundred guests with ease. A striking matte-black kitchen anchors the main level with an 18-ft island, Wolf & JennAir appliances, and a fully equipped butler's kitchen for seamless hosting. The private primary wing is a true retreat featuring a fireplace, dual walk-in closets, and a spa-level ensuite with mountain views and a walkout to the hot tub. Upstairs, a junior primary suite impresses with vaulted ceilings, a 6-piece ensuite, and a private terrace, while two additional bedrooms open to a covered patio with escarpment views. The lower level is an entertainer's dream with a games lounge, wet bar, golf simulator, gym, music studio, and two more bedrooms. Outdoors, enjoy resort-inspired living with a waterfall pool, hot tub, and a covered lounge with wood-burning fireplace and built-in BBQ. Legal golf cart access to the Georgian Bay Club, and just minutes to Peaks, Blue Mountain, Thornbury, and Collingwood. A rare offering that captures the very best of four-season living in Southern Georgian Bay. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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102 7 Dale Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C12687886
102 7 Dale Avenue Toronto M4W 1K2
$6,495,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12687886
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 7 Dale, an exquisite boutique residence by Siamak Hariri and Studio Munge, exemplifying quiet luxury in every thoughtful detail. This fabulous one-of-a-kind apartment offers all the livability, private outdoor space and design aesthetic of a midcentury bungalow, set in a newly completed condominium in the heart of Rosedale! Collect art and appreciate great design. A gallery style entrance with large art walls creates a dramatic and memorable first impression and leads to an open concept great room perfect for hosting family gatherings, holiday entertaining or simply relaxing in. Enjoy cooking... You will fall in love with the sleek DaDa chef's kitchen featuring huge central island & 9-piece Gaggenau appliance package with both gas and induction options. Adore nature? Massive floor-to-ceiling glass panels with walkouts from every room frame the changing seasons of your own private outdoor space. The generous dining/seating terrace is sheltered from rain by a bronze canopy and surrounded by lush layers of beautifully manicured gardens. Value privacy... The split bedroom layout allows for maximum separation of space while a corner family room offers an alternative retreat off the great room, ideal for reading or watching films. Enjoy the ease and convenience of main floor accessibility with 24 hour concierge services just down the hall and potential for a direct private gated access to Dale Avenue (perfect for morning runs or walking the dogs!) Downstairs, a sumptuous spa and fitness club await, fitted with Pent, Peleton and Tonal equipment. A home suited for year round enjoyment or lock and leave to travel at a moment's notice with complete security and peace of mind assured. Mere minutes to the city's finest shopping and dining venues, yet feels like an exclusive retreat a world away from the urban bustle. This is a rare opportunity to enjoy a lifestyle without compromise, combining the unique features of a home with all of the benefits of a condominium. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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46 Anita Drive in Wellesley: House for sale : MLS®# X12303793
46 Anita Drive Wellesley N0B 2M0
$5,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- X12303793
- Bedrooms:
- 5
- Bathrooms:
- 4
A rare offering in the prestigious countryside of St. Clements. 46 Anita Drive is an 18.28-acre gated luxury estate that elevates refined country living. Beyond the custom iron gates, a 900ft interlock drive leads to meticulously landscaped grounds revealing a showpiece 12ft granite Inukshuk roundabout. The $1M+ surrounding landscape/hardscape includes spectacular mature gardens and trees, a grand armour stone and granite waterfall cascading into a tranquil pond-crafted for privacy and prestige. Main residence exterior is a complementary blend of brick, stone and stucco spanning 3 levels of 7,325 sf. Radiant in-floor heating and Savant smart home automation throughout including garages. Vaulted ceilings, detailed poplar, oak and maple millwork and handcrafted finishes elevate every space. The home is filled with character and grandeur, featuring a double staircase leading from the upper deck down to the lower patio.At the heart of the home, a designer chefs kitchen features Gaggenau appliances, teppanyaki, charcoal grill, 17ft Cambria/Caesarstone quartz island, Cambria counters and backsplashes seamlessly flow into the sunlit family room that shares a 3-sided gas fireplace. The primary suite is a private retreat with a spa-like 9-piece ensuite, heated floors, surround sound, serene turret sitting area and boutique-style dressing room. The walk-out lower level is an entertainers dream-offering a custom bar, custom natural stone floor-to-ceiling gas fireplace, home theatre, gym and guest rooms. A 3,500 sf heated coach house with 11ft ceilings and triple garage doors offers a workshop paradise or auxiliary residence conversion potential. In addition there is also a 2,468 sf steel storage building with custom steel pallet racking for 72 skids completes this extraordinary estate. This has the potential for a unique equestrian set-up. Fully irrigated around all three building perimeters, zoned A1 Agricultural, and minutes to Waterloo and hwy access. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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46 Admiral Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C12739880
46 Admiral Road Toronto M5R 2L5
$5,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12739880
- Bedrooms:
- 6
- Bathrooms:
- 5
The highly coveted Admiral Road. A grand, newly renovated 4+2 bedroom home awaits. Be awed by the massive scale and volume of space with over 4000sf above grade. A brilliant renovation that brings modern ease and enjoyment, but highlighting the charm and character of this magnificent residence. Formal living and dining rooms are accompanied by the open concept kitchen family room that opens to the private back garden. Second floor primary retreat with dressing room and spa-like 5-piece ensuite. Second floor den or office space with gas fireplace. Three additional bedrooms make for the perfect family home. Fully finished basement with guest room and semi ensuite, lower level family room and gym. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- EUGENE PALERMO
- CHESTNUT PARK REAL ESTATE LTD., BROKERAGE
- 416-925-9191
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Data was last updated March 2, 2026 at 03:15 PM (UTC)
Eugene Palermo
Chestnut Park Real Estate Ltd., Brokerage